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My fetish is crossdressing on manly guys, so here is my take. Idk much about designing pokémon, still I hope they make you smile.
Bowguy is the base stage. He is a tough dude who garners strenght from wearing bows, because feeling pretty while kicking ass and fighting for justice is what he desires deep down, but he resents it and can't unlock his true potential.
Bowguy can evolve into Crosster from level 34 onwards if he holds different outfits (such as "Pretty Serafuku" or "Lovely Maid Outfit") during a level up.
Crosster is the final stage. Crosster fully embraces crossdressing, feeling pretty and powerful. He has a strong sense of justice and a strong love for cute clothing.
His body changes form if different outfits are given to him, changing his base stats with it.
Crosster protects his trainer and his team mates at the cost of his life, and does not stand looking at injustice unfold in front of him.
Many Crossters work in the police force. Some even work as strippers, effectively mixing bouncer and stripper into one job.
Crossters also love striking dramatic poses.
Bowguys and Crossters are only male. It is said they have 100% compatibility rate with Tiegals and Bifauxies.